New England Charter Itinerary

New England Itinerary

New England Yacht Charter
A week along the classic coast of New England, from the yachting mecca of Newport to the rocky shores of Maine, by way of storied islands and historic harbours. This is the birthplace of American sailing, gingerbread cottages and whaling towns, clam shacks and clapboard lighthouses. Expect grand mansions and cobbled streets, moors and dunes, a nostalgic and beautiful late-summer cruise.

Every route we shape is a starting point, not a fixed schedule. Stay a second day where the light is right, move with the weather, or follow a captain to a quieter anchorage. What follows is one considered way to read it; the rest we tailor to you.
Day 1

Newport

Step aboard in Newport, Rhode Island, the spiritual home of American yachting, its harbour packed with classic sailing craft. Tour the Gilded Age mansions, then sail out for a first evening at anchor.
Day 2

Block Island

Cruise to Block Island, a peaceful haven of rolling moors, dramatic bluffs and Victorian charm. Anchor in the Great Salt Pond, cycle to the lighthouses, and enjoy an easy island day.
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Day 3

Martha's Vineyard

Sail to Martha’s Vineyard, largest of the New England islands, with its gingerbread cottages, clay cliffs and picturesque harbours. Explore Edgartown and Oak Bluffs, then anchor off a quiet beach.
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Day 4

Nantucket

Continue to Nantucket, the storied former whaling capital, its cobbled streets and grey-shingled houses beautifully preserved. Wander the town, swim from a golden beach, and dine on fresh seafood.
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Day 5

Cape Cod

Cruise to Cape Cod, sailing to the lively harbour of Provincetown at its tip. Climb the Pilgrim Monument for sweeping views, wander the galleries, and anchor off the dunes for the evening.
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Day 6

Boston Harbor

Sail across to historic Boston, cradle of American independence. Walk the Freedom Trail past Revolutionary landmarks, sample the seafood, and take in the harbour city before returning aboard.
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Day 7

Coastal Maine

The voyage ends along the rugged coast of southern Maine, a scene of rocky islands, spruce forests and classic lighthouses. Anchor in a quiet cove, feast on lobster, and toast a week in New England.
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New England Yacht Charter Enquire

Enquire about chartering in New England to receive current yacht availability, seasonal guidance and expert insight into the cruising areas, anchorages and experiences that best fit your preferred style of charter, creating a clearer route to the right itinerary.